Antioxidant C-glucosylxanthones from the leaves of Arrabidaea patellifera.
Chemical investigation of the methanol extract from the leaves of Arrabidaea patellifera, a Bignoniaceae from Panama, afforded mangiferin, isomangiferin, and six new derivatives (3'-O-p-hydroxybenzoylmangiferin, 3'-O-trans-coumaroylmangiferin, 6'-O-trans-coumaroylmangiferin, 3'-O-trans-cinnamoylmangiferin, 3'-O-trans-caffeoylmangiferin, and 3'-O-benzoylmangiferin). All these compounds had antioxidant and radical-scavenging activities, and four of them were relatively active in vitro against Plasmodium falciparum. The structures were determined by spectrometric and chemical methods, including 1D and 2D NMR experiments and MS analysis.
Martin
Frédéric
F
Laboratory of Pharmacognosy and Phytochemistry, School of Pharmaceutical Sciences, University of Geneva, University of Lausanne, Quai Ernest-Ansermet 30, CH-1211 Geneva 4, Switzerland.
Hay
Anne-Emmanuelle
AE
Cressend
Delphine
D
Reist
Marianne
M
Vivas
Livia
L
Gupta
Mahabir P
MP
Carrupt
Pierre-Alain
PA
Hostettmann
Kurt
K
D000962:Antimalarials / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D000975:Antioxidants / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D029402:Bignoniaceae / Q000737:chemistry*; D001713:Biphenyl Compounds / Q000494:pharmacology; D016166:Free Radical Scavengers / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D019906:Nuclear Magnetic Resonance, Biomolecular; D010176:Panama; D010851:Picrates / Q000494:pharmacology; D018515:Plant Leaves / Q000737:chemistry; D010963:Plasmodium falciparum / Q000187:drug effects; D044004:Xanthones / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*
D000962:Antimalarials; D000975:Antioxidants; D001713:Biphenyl Compounds; D016166:Free Radical Scavengers; D010851:Picrates; D044004:Xanthones; C013592:mangiferin; C061492:isomangiferin; C004931:1,1-diphenyl-2-picrylhydrazyl